Their relationship began for real in "Put Your Head on My Shoulders" when Fry asks Leela to go out with him, but she refuses, so he goes with Amy to Mercury. They have a lot of fuel-consuming fun with the new car and run out of fuel in a desolate area, where they are stuck for a few hours. They get into talking and realize they have a lot in common, and they end up sleeping with each other. Their relationship doesn't last long when Fry's head gets attached to Amy's body and she starts seeing someone else (Gary).

Also, in "Parasites Lost", Fry pulls out a baggie of massage oil and offers to give Leela the massage he used to give Amy (though, this wasn't shown in any previous episodes).

In "Time Keeps on Slippin'", Fry tries to figure out what he did to win over Leela's heart (he can't remember due to time skips). Hermes suggests that maybe he's a fantastic lover; Amy quietly says "No."

In "The Butterjunk Effect", Amy and Leela take part in the Butterfly Derby, and use a performance-enhancing nectar. After Fry gets sprayed with male butterfly pheromones, he becomes irresistible to Amy and Leela, due to the effects of the nectar has on them. This inspires them to quit using the substance, and Amy loses interest in Fry.